Used Boats for Sale in Chester
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Discover a great selection of used boats for sale in Chester, MD, where boating enthusiasts often favor bay cruisers and fishing boats to explore the scenic Chesapeake Bay. The market here is dynamic, with well-priced vessels moving quickly due to high demand and limited inventory. Whether you're seeking a reliable fishing boat or a comfortable cruiser to enjoy local waters, acting fast is key. If you don’t find what you want in Chester, consider checking listings in nearby towns like Rock Hall or Stevensville, or revisit frequently as new boats are added regularly.
Currently, there are 42 boats available for sale for used boats in Chester, Maryland. Prices range from $36,601 to $949,000, with an average listing price of $192,965. The selection consists of 39 powerboats and 3 sailboats. 3 boats have been added to the marketplace in the past month. Popular boat types include Center Console, Saltwater Fishing, Jet, Flybridge, and Dual Console. Top manufacturers represented include Everglades, Yamaha, Regulator Marine, Trophy, and Midnight Lace. There have been 171 boats in Maryland listed on MarineSource that have sold in the past year. August is the most common month for new and used boats to be added to MarineSource, so be sure to check back regularly. June is the most common month for boats to sell, so be sure to beat the rush! The most common activities for boats are family fun, day cruising, saltwater fishing, offshore fishing, and overnight cruising. Most boats in Maryland contain with heads, depth sounder, with cabins, heated interior, and joystick. boats tend to have an average of 2 engines. It is common for boats to have Yamaha engines or Mercury engines or Yanmar engines.
Currently, there are 42 boats available for sale for used boats in Chester, Maryland. Prices range from $36,601 to $949,000, with an average listing price of $192,965. The selection consists of 39 powerboats and 3 sailboats. 3 boats have been added to the marketplace in the past month. Popular boat types include Center Console, Saltwater Fishing, Jet, Flybridge, and Dual Console. Top manufacturers represented include Everglades, Yamaha, Regulator Marine, Trophy, and Midnight Lace. There have been 171 boats in Maryland listed on MarineSource that have sold in the past year. August is the most common month for new and used boats to be added to MarineSource, so be sure to check back regularly. June is the most common month for boats to sell, so be sure to beat the rush! The most common activities for boats are family fun, day cruising, saltwater fishing, offshore fishing, and overnight cruising. Most boats in Maryland contain with heads, depth sounder, with cabins, heated interior, and joystick. boats tend to have an average of 2 engines. It is common for boats to have Yamaha engines or Mercury engines or Yanmar engines.
Insights and Analytics for Used Boats for Sale in Chester, Maryland
Updated November 12, 2026
42
total used boats for sale in Chester, Maryland
3
used boats for sale in Chester, Maryland added in the past month
171
used boats for sale in Chester, Maryland sold in the past year
$192,965
is the average listing price of used boats for sale in Chester, Maryland
Market Activity
The busiest month for used boats for sale in Chester, Maryland is Jun, with 6 boats added and 33 boats sold
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Browse Used Boats by Type in Chester
Used Center Console Boats in Chester, MarylandUsed Saltwater Fishing Boats in Chester, MarylandUsed Jet Boats in Chester, MarylandUsed Motor Yacht Boats in Chester, MarylandUsed Sail Cruisers Boats in Chester, MarylandUsed Flybridge Boats in Chester, MarylandUsed Dual Console Boats in Chester, MarylandUsed Sloop Boats in Chester, MarylandUsed Pilothouse Boats in Chester, MarylandUsed Trawler Boats in Chester, MarylandUsed Pontoon Boats in Chester, MarylandUsed Power Cruisers Boats in Chester, MarylandUsed Downeast Boats in Chester, MarylandUsed Convertible Boats in Chester, Maryland
Browse Used Boats by Manufacturer in Chester
Used Everglades Boats in Chester, MarylandUsed Yamaha Boats in Chester, MarylandUsed Regulator Marine Boats in Chester, MarylandUsed Cobia Boats in Chester, MarylandUsed Trophy Boats in Chester, MarylandUsed Hunter Boats in Chester, MarylandUsed Pursuit Boats in Chester, MarylandUsed Key West Boats in Chester, MarylandUsed Midnight Lace Boats in Chester, MarylandUsed Regal Boats in Chester, MarylandUsed Viking Boats in Chester, MarylandUsed Robalo Boats in Chester, MarylandUsed Harris Boats in Chester, MarylandUsed Shannon Boats in Chester, MarylandUsed Sea Ray Boats in Chester, MarylandUsed Sea Lion Boats in Chester, MarylandUsed Fountain Boats in Chester, MarylandUsed Blackfin Boats in Chester, MarylandUsed Tidewater Boats in Chester, MarylandUsed Greenline Boats in Chester, Maryland
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